(3R,5S,7s)-1-(2-methoxyphenyl)adamantane

• ChemBase ID: 159534
• Molecular Formular: C17H22O
• Molecular Mass: 242.35598
• Monoisotopic Mass: 242.16706532
• SMILES: C12(C[C@H]3C[C@@H](C1)C[C@H](C2)C3)c1ccccc1OC
• Canonical SMILES: COc1ccccc1C12C[C@@H]3C[C@@H](C2)C[C@H](C1)C3
• InChI: InChI=1S/C17H22O/c1-18-16-5-3-2-4-15(16)17-9-12-6-13(10-17)8-14(7-12)11-17/h2-5,12-14H,6-11H2,1H3/t12-,13+,14-,17?
• InChIKey: HYSZKSPAPGPYFQ-BOFXPBRQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,5S,7s)-1-(2-methoxyphenyl)adamantane
• IUPAC Traditional name: (3R,5S,7s)-1-(2-methoxyphenyl)adamantane
• Synonyms: 1-(2-Methoxyphenyl)ticyclo[3.3.1.13,7]decane; 1-(o-Methoxyphenyl)adamantane; o-Adamantylanisole

Database IDs

• CAS Number: 43109-77-9
• PubChem SID: 162253669
• PubChem CID: 10545498

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.1642165
• LogD (pH = 7.4): 4.1642165
• Log P: 4.1642165
• Molar Refractivity: 73.2293 cm^3
• Polarizability: 29.021694 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A208250

An Adamantane anisole derivative used in reaction of adamantane derivatives, including the use of 1-adamantyl, 1-adamantylthio, and 1-adamantylsulfinyl groups as protective groups in amino acid and peptide synthesis.

REFERENCES

• Saito, S., et al.: Chem. Pharm. Bull., 39, 2718 (1991)